Aldol reaction of iododifluoroacetate-Zn and 2,2-difluoroketene silyl acetal

Osamu Kitagawa, Takeo Taguchi, Yoshiro Kobayashi

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Abstract

Generation of the Reformatsky reagent of difluoracetate from the iodide (2) and the difluoroketene silyl acetal (3), and their aldol reaction are described. High anti-selectivity with chiral aldehyde (5d, 5f) was found in the case of the ketene silyl acetal (3b). 2,2-Difluoro-2-deoxy analogs of D-ribo- and L-galactopyranosides (1a, 1b) were effectively prepared.

Original languageEnglish
Pages (from-to)1803-1806
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number15
DOIs
Publication statusPublished - 1988

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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